What Linux are you using, or more specifically what Mono version and do you know if you have current SSL certificates?

One thing you might want to try is to finish the job setup, export it as Command line, then try running that command line with the --verbose=true parameter added.

This command line run should let you see messages the GUI may not be showing.

Oh, and I know you said Linux but it sure looks like you’re running something (Linux?) while remoting into Windows 7 that is being remoted to from Windows Vista… Is it possible there might be some VPN or other routing issue going on with all the remote access?